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Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata.

ABSTRACT: Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C-E (3-5), and five new norverticillene and verticillene diterpenoids, cespitaenins A-E (6-10), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C-C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic pathways of 1 and 2 are proposed. The absolute configuration of 1 was confirmed by Mosher's method and molecular mechanics calculations (MM2). The cytotoxicities of compounds 1-10 were evaluated against a small panel of human cancer cell lines.

SUBMITTER: Wang SS

PROVIDER: S-EPMC4584355 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata.

Wang Shih-Sheng SS Cheng Yuan-Bin YB Lin Yu-Chi YC Liaw Chia-Ching CC Chang Jiun-Yang JY Kuo Yao-Haur YH Shen Ya-Ching YC

Marine drugs 20150915 9

Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C-E (3-5), and five new norverticillene and verticillene diterpenoids, cespitaenins A-E (6-10), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C-C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic ...[more]

PMID: 26389921

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